CN104497358A - Supramolecular structure phenolphtalein or its analog-inserted UV blocking material and preparation method thereof - Google Patents
Supramolecular structure phenolphtalein or its analog-inserted UV blocking material and preparation method thereof Download PDFInfo
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- CN104497358A CN104497358A CN201410559483.9A CN201410559483A CN104497358A CN 104497358 A CN104497358 A CN 104497358A CN 201410559483 A CN201410559483 A CN 201410559483A CN 104497358 A CN104497358 A CN 104497358A
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Abstract
The invention discloses a supramolecular structure phenolphtalein or its analog-inserted UV blocking material and a preparation method thereof. The preparation method comprises that nitrate-inserted magnesium-aluminum hydrotalcite is used as a precursor, and phenolphtalein or its analog is inserted between layers of the nitrate-inserted magnesium-aluminum hydrotalcite precursor by an ion exchange method so that the phenolphtalein or its analog-inserted magnesium-aluminum hydrotalcite with a good crystal structure and excellent performances is assembled. The supramolecular structure phenolphtalein or its analog-inserted UV blocking material has a 220-400nm band UV blocking rate higher than 95%, has excellent UV blocking performances, widens a UV blocking agent use range, can be used as additives of polymers such as asphalt, plastic and rubber, greatly improves UV-caused ageing resistance and prolongs a service life.
Description
Technical field:
The invention belongs to inorganic functional material technical field, particularly a kind of supramolecular structure phenolphthalein or its analogue intercalation ultraviolet blocking material and preparation method thereof.
Background technology:
Environmental pollution brings ultraviolet increasing considerably, the photochemical effect produced because of ultraviolet and biological effect are very remarkable, cause pitch and other macromolecule polymeric materials aging, its performance is caused to reduce, viscosity increases, softening temperature raises, and is therefore necessary to study efficient uvioresistant additive.The English name of phenolphthalein is phenolphthalein, is abbreviated as PPN, has good ultraviolet barrier property at 220 ~ 310nm wave band, and outward appearance is fine white powder, water insoluble under room temperature, is dissolved in NaOH solution, is a kind of conventional pH value of solution indicator.
Hydrotalcite (Layered Double Hydroxides, be abbreviated as LDHs) be the important novel inorganic functional materials of a class, the intercalation assembling property utilizing hydrotalcite to have and good photo and thermal stability, it can be used as additive or carrier to have very high using value.
Summary of the invention:
The object of this invention is to provide a kind of supramolecular structure phenolphthalein or its analogue intercalation ultraviolet blocking material and preparation method thereof.
Technical scheme of the present invention is: with nitrate radical Intercalated for precursor, adopt ion exchange method to be inserted between nitrate radical Intercalated precursor layer by phenolphthalein or its analogue, assembling obtain that crystal phase structure is good, the phenolphthalein of excellent performance or its analogue Intercalated.
The chemical formula of supramolecular structure phenolphthalein of the present invention or its analogue intercalation ultraviolet blocking material is [Mg
2+ 1-xal
3+ x(OH)
2]
x+(A
2-)
x/2mH
2o, wherein x is Al
3+/ (Mg
2++ Al
3+) ratio of amount of substance, 0.29≤x≤0.36; M is interlayer crystalline water molecules number, 0.5≤m≤1; A
2-for phenolphthalein or its analogue ion.
The preparation method of supramolecular structure phenolphthalein of the present invention or its analogue intercalation ultraviolet blocking material, is characterized in that, its concrete preparation process is:
A. compound concentration is the nitrate radical Intercalated precursor suspension of 0.02-0.2mol/L;
B. phenolphthalein or its analogue are dissolved in removing CO
2deionized water in be mixed with the solution that concentration is 0.04-0.4mol/L, be 11-12 by NaOH regulator solution pH value;
C. under nitrogen protection; the solution of step B is joined short mix in the suspension of steps A; in phenolphthalein or its analogue and nitrate radical Intercalated precursor, nitrate radical mole number ratio is (1-4): 1; under nitrogen protection, rapid stirring, at 60-100 DEG C of temperature; preferred 80-95 DEG C; crystallization 6-18 hour, filter, wash, drying obtains supramolecular structure phenolphthalein or its analogue intercalation ultraviolet blocking material.
The structural formula of described nitrate radical Intercalated precursor is [Mg
2+ 1-xal
3+ x(OH)
2]
x+(NO
3 -)
xmH
2o, wherein x is Al
3+/ (Mg
2++ Al
3+) ratio of amount of substance, 0.29≤x≤0.36; M is interlayer crystalline water molecules number, 0.5≤m≤1.
The above-mentioned supramolecular structure phenolphthalein for preparing or its analogue intercalation ultraviolet blocking material are as the application of the ultraviolet-resistant agent of pitch, plastics, rubber.
The invention has the beneficial effects as follows:
1. phenolphthalein or its analogue negatively charged ion are inserted hydrotalcite layers by the present invention, utilize the confinement effect of hydrotalcite distinctive space, phenolphthalein or its analogue are changed in the conformation of hydrotalcite layers, set up the large conjugated system of full molecule, the increase of conjugacy makes phenolphthalein or its analogue greatly strengthen ultraviolet sorption, expand absorption region, improve absorption intensity, produce excellent uv absorption property, the uv-shielding capacity of Bound moisture talcum laminate itself, makes this material have excellent ultraviolet-resistant performance;
2. the present invention first intercalation prepared the phenolphthalein or its analogue intercalated houghite material that interlayer anion is divalence, and phenolphthalein price is lower than common organic intercalation reagent, and this provides possibility for large-scale application;
3. the supramolecular structure phenolphthalein prepared of the present invention or its analogue intercalation ultraviolet blocking material are to the ultraviolet-resistant rate of 220-400nm wave band higher than 95%, have excellent ultraviolet-resistant performance, have expanded the scope of ultraviolet isolating agent;
4. the supramolecular structure phenolphthalein prepared with the present invention or its analogue intercalation ultraviolet blocking material can make the ability of its anti-ultraviolet ageing increase substantially as the additive of pitch, plastics, rubber, increase the service life.
Accompanying drawing explanation
Fig. 1 is the XRD figure of MgAl-PPN-LDHs prepared by embodiment 1.
Fig. 2 is the TG-DSC spectrogram of phenolphthalein.
Fig. 3 is the TG-DSC spectrogram of MgAl-PPN-LDHs prepared by embodiment 1.
Fig. 4 is the ultraviolet reflectance spectrogram of embodiment 1, wherein: a is nitrate radical Intercalated precursor, and b is phenolphthalein, and c is MgAl-PPN-LDHs.
Fig. 5 is the ultraviolet reflectance spectrogram of embodiment 4, and wherein: a is o-cresolphthalein, b is MgAl-OPPN-LDHs.
Embodiment
Embodiment 1:
Steps A: by the solid Mg (NO of 30.72g (0.12mol)
3)
26H
2solid Al (the NO of O and 22.51g (0.06mol)
3)
39H
2o, is dissolved in except CO
2deionized water in, be mixed with the mixing salt solution of 150mL; Take the NaOH of 14.4g, be dissolved in except CO
2in deionized water, be made into 150mL alkaline solution; Under room temperature, two kinds of solution are added with identical flow velocity and rotate fast nucleation in membrane reactor, the slurries obtained are moved to 500mL flask, 80 DEG C of crystallization 8 hours, centrifuge washing, is about 7 to pH, 60 DEG C of dryings 12 hours, obtain nitrate radical Intercalated precursor, its structural formula is Mg
0.64al
0.36(OH)
2(NO
3 -)
0.360.9H
2o;
Get above-mentioned product 22.81g (0.01molNO
3-) use except CO in there-necked flask
2deionized water ultrasonic disperse, be mixed with 75mL suspension;
Step B: take 6.36g (0.02mol) phenolphthalein and be dissolved in 75mL except CO
2deionized water in, add about 0.03gNaOH under rapid mixing conditions, regulator solution pH value is 12;
Step C: under nitrogen protection, joins short mix in the suspension of steps A by the solution of step B, in nitrate radical Intercalated precursor, nitrate radical and phenolphthalein mol ratio are 1:2, crystallization 10 hours at 80 DEG C, centrifugation, with removing CO
2deionized water wash be about 7 to pH, 60 DEG C of dryings 12 hours, obtain supramolecular structure phenolphthalein intercalation ultraviolet blocking material, are designated as MgAl-PPN-LDHs.
The product obtained is carried out the signs such as XRD, IR, ultimate analysis and show that its chemical formula is Mg
0.64al
0.36(OH)
2(In
2-)
0.18h
2o, In
2-for phenolphthalein negatively charged ion.
By X-ray powder diffraction (XRD), infrared (IR), elemental analysis, display phenolphthalein negatively charged ion has been assembled into hydrotalcite layers and has there occurs conformational change.1 be the results are shown in Figure to its TG-DT A spectrum carried out (TG-DSC), Fig. 2, result shows that the temperature of initial decomposition of its intercalation product is 280 DEG C, slightly improves than the temperature of initial decomposition of PPN.See Fig. 3 with the ultraviolet reflectance curve that UV, visible light analytical procedure measures, find out that its ultraviolet reflection rate to 220-400 wavelength band is lower than 5% by Fig. 3.
PPN/BN, MgAl-PPN-LDHs/BN sample mold and pure BN (pitch) sample mold is made respectively by interpolation 3wt%.After 4 days being irradiated to sample mold in ultraviolet accelerated deterioration case, survey viscosity and the softening temperature of 3 samples after pre-irradiation respectively.120 DEG C of viscosity of the aging front and back of pure BN are increased to 0.930Pas by 0.860Pas, add 0.07Pas; PPN/BN 120 DEG C, aging front and back viscosity is increased to 1.214Pas by 1.133Pas, adds 0.081Pas; MgAl-PPN-LDHs/BN 120 DEG C, aging front and back viscosity is increased to 0.834Pas by 0.80Pas, adds 0.034Pas; The softening temperature of the aging front and back of pure BN is increased to 48 DEG C by 45.6 DEG C, add 2.4 DEG C, PPN/BN aging front and back softening temperature is increased to 49.2 DEG C by 47 DEG C, adds 2.2 DEG C, MgAl-PPN-LDHs/BN aging front and back softening temperature is increased to 46.8 DEG C by 46 DEG C, adds 0.8 DEG C.The pitch adding MgAl-PPN-LDHs has more excellent anti-ultraviolet ageing performance.
Embodiment 2:
Steps A: prepare nitrate radical Intercalated precursor suspension, method is identical with steps A in embodiment 1;
Step B: take 3.18g (0.01mol) phenolphthalein and be dissolved in 75mL except CO
2deionized water in, add about 0.03gNaOH under rapid mixing conditions, regulator solution pH value is 11;
Step C: under nitrogen protection, joins short mix in the suspension of steps A by the solution of step B, in nitrate radical Intercalated precursor, nitrate radical and phenolphthalein mol ratio are 1:1, crystallization 8 hours at 90 DEG C, centrifugation, with removing CO
2deionized water wash be about 7 to pH, 60 DEG C of dryings 12 hours, obtain supramolecular structure phenolphthalein intercalation ultraviolet blocking material, are designated as MgAl-PPN-LDHs.
The product obtained is carried out the signs such as XRD, IR, ultimate analysis and show that its chemical formula is Mg
0.64al
0.36(OH)
2(In
2-)
0.170.95H
2o, In
2-for phenolphthalein negatively charged ion.
The initial decomposition temperature of MgAl-PPN-LDHs is 280 DEG C, to the ultraviolet reflectivity of 220-400nm wave band lower than 5%.
Embodiment 3:
Steps A: prepare nitrate radical Intercalated precursor suspension, method is identical with steps A in embodiment 1;
Step B: take 12.73g (0.04mol) phenolphthalein and be dissolved in 75mL except CO
2deionized water in, add about 0.03gNaOH under rapid mixing conditions, regulator solution pH value is 11.5;
Step C: under nitrogen protection, joins short mix in the suspension of steps A by the solution of step B, in nitrate radical Intercalated precursor, nitrate radical and phenolphthalein mol ratio are 1:4, crystallization 6 hours at 95 DEG C, centrifugation, with removing CO
2deionized water wash be about 7 to pH, 60 DEG C of dryings 12 hours, obtain supramolecular structure phenolphthalein intercalation ultraviolet blocking material, are designated as MgAl-PPN-LDHs.
The product obtained is carried out the signs such as XRD, IR, ultimate analysis and show that its chemical formula is Mg
0.64al
0.36(OH)
2(In
2-)
0.190.9H
2o, In
2-for phenolphthalein negatively charged ion.
The initial decomposition temperature of MgAl-PPN-LDHs is 283 DEG C, to the ultraviolet reflectivity of 220-400nm wave band all lower than 5%.
Embodiment 4:
Steps A: prepare nitrate radical Intercalated precursor suspension, method is identical with steps A in embodiment 1;
Step B: take 13.85g (0.04mol) o-cresolphthalein and be dissolved in 75mL except CO
2deionized water in, add about 0.03gNaOH under rapid mixing conditions, regulator solution pH value is about 12;
Step C: under nitrogen protection, joins short mix in the suspension of steps A by the solution of step B, in nitrate radical Intercalated precursor, nitrate radical and o-cresolphthalein mol ratio are 1:4, crystallization 6 hours at 90 DEG C, centrifugation, with removing CO
2deionized water wash be about 7 to pH, 60 DEG C of dryings 12 hours, obtain supramolecular structure o-cresolphthalein intercalation ultraviolet blocking material, are designated as MgAl-OPPN-LDHs.
The product obtained is carried out the signs such as XRD, IR, ultimate analysis and show that its chemical formula is Mg
0.64al
0.36(OH)
2(In
2-)
0.190.5H
2o, In
2-for o-cresolphthalein negatively charged ion.
MgAl-OPPN-LDHs to the ultraviolet reflectivity of 220-400nm wave band all lower than 5%.
Embodiment 5:
Steps A: by the solid Mg (NO of 46.08g (0.15mol)
3)
26H
2solid Al (the NO of O and 22.51g (0.06mol)
3)
39H
2o, is dissolved in except CO
2deionized water in, be mixed with the mixing salt solution of 150mL; Take 16.8gNaOH, be dissolved in except CO
2in deionized water, be made into 150mL alkaline solution; Under room temperature, two kinds of solution are added with identical flow velocity and rotate fast nucleation in membrane reactor, the slurries obtained are moved to 500mL flask, 80 DEG C of crystallization 8 hours, centrifuge washing, is about 7 to pH, 60 DEG C of dryings 12 hours, obtain nitrate radical Intercalated precursor, its structural formula is Mg
0.71al
0.29(OH)
2(NO
3 -)
0.290.8H
2o;
Get above-mentioned product 26.09g (0.01molNO
3) use except CO in there-necked flask
2deionized water ultrasonic disperse, be mixed with 75mL suspension;
Step B: take 6.36g (0.02mol) phenolphthalein and be dissolved in 75mL except CO
2deionized water in, add about 0.03gNaOH under rapid mixing conditions, regulator solution pH value is about 11;
Step C: under nitrogen protection, joins short mix in the suspension of steps A by the solution of step B, in nitrate radical Intercalated precursor, nitrate radical and phenolphthalein mol ratio are 1:2, crystallization 10 hours at 80 DEG C, centrifugation, with removing CO
2deionized water wash be about 7 to pH, 60 DEG C of dryings 12 hours, obtain supramolecular structure phenolphthalein intercalation ultraviolet blocking material, are designated as MgAl-PPN-LDHs.
The product obtained is carried out the signs such as XRD, IR, ultimate analysis and show that its chemical formula is Mg
0.71al
0.29(OH)
2(In2-)
0.150.72H
2o, In
2-for phenolphthalein negatively charged ion.
The initial decomposition temperature of MgAl-PPN-LDHs is 285 DEG C, to the ultraviolet reflectivity of 220-400nm wave band all lower than 5%.
Embodiment 6:
Steps A: prepare nitrate radical Intercalated precursor suspension, method is identical with steps A in embodiment 4;
Step B: take 3.18g (0.01mol) phenolphthalein and be dissolved in 75mL except CO
2deionized water in, add about 0.03gNaOH under rapid mixing conditions, regulator solution pH value is about 12;
Step C: under nitrogen protection, joins short mix in the suspension of steps A by the solution of step B, in nitrate radical Intercalated precursor, nitrate radical and phenolphthalein mol ratio are 1:1, crystallization 6 hours at 95 DEG C, centrifugation, with removing CO
2deionized water wash be about 7 to pH, 60 DEG C of dryings 12 hours, obtain supramolecular structure phenolphthalein intercalation ultraviolet blocking material, are designated as MgAl-PPN-LDHs.
The product obtained is carried out the signs such as XRD, IR, ultimate analysis and show that its chemical formula is Mg
0.72al
0.28(OH)
2(In
2-)
0.140.5H
2o, In
2-for phenolphthalein negatively charged ion.
The initial decomposition temperature of MgAl-PPN-LDHs is 283 DEG C, to the ultraviolet reflectivity of 220-400nm wave band all lower than 5%.
Embodiment 7:
Steps A: prepare nitrate radical Intercalated precursor suspension, method is identical with steps A in embodiment 4;
Step B: take 12.73g (0.04mol) phenolphthalein and be dissolved in 75mL except CO
2deionized water in, add about 0.03gNaOH under rapid mixing conditions, regulator solution pH value is about 12;
Step C: under nitrogen protection, joins short mix in the suspension of steps A by the solution of step B, in nitrate radical Intercalated precursor, nitrate radical and phenolphthalein mol ratio are 1:4, crystallization 18 hours at 90 DEG C, centrifugation, with removing CO
2deionized water wash be about 7 to pH, 60 DEG C of dryings 12 hours, obtain supramolecular structure phenolphthalein intercalation ultraviolet blocking material, are designated as MgAl-PPN-LDHs.
The product obtained is carried out the signs such as XRD, IR, ultimate analysis and show that its chemical formula is Mg
0.70al
0.30(OH)
2(In
2-)
0.150.7H
2o, In
2-for phenolphthalein negatively charged ion.
The initial decomposition temperature of MgAl-PPN-LDHs is 287 DEG C, to the ultraviolet reflectivity of 220-400nm wave band all lower than 5%.
Embodiment 8:
Steps A: prepare nitrate radical Intercalated precursor suspension, method is identical with steps A in embodiment 4;
Step B: take 3.46g (0.01mol) o-cresolphthalein and be dissolved in 75mL except CO
2deionized water in, add about 0.03gNaOH under rapid mixing conditions, regulator solution pH value is about 12;
Step C: under nitrogen protection, joins short mix in the suspension of steps A by the solution of step B, in nitrate radical Intercalated precursor, nitrate radical and o-cresolphthalein mol ratio are 1:1, crystallization 6 hours at 85 DEG C, centrifugation, with removing CO
2deionized water wash be about 7 to pH, 60 DEG C of dryings 12 hours, obtain supramolecular structure o-cresolphthalein intercalation ultraviolet blocking material, are designated as MgAl-OPPN-LDHs.
The product obtained is carried out the signs such as XRD, IR, ultimate analysis and show that its chemical formula is Mg
0.72al
0.28(OH)
2(In
2-)
0.140.8H
2o, In
2-for o-cresolphthalein negatively charged ion.
MgAl-OPPN-LDHs to the ultraviolet reflectivity of 220-400nm wave band all lower than 5%.
Claims (4)
1. supramolecular structure phenolphthalein or its analogue intercalation ultraviolet blocking material, it is characterized in that, its chemical formula is [Mg
2+ 1-xal
3+ x(OH)
2]
x+(A
2-)
x/2mH
2o, wherein x is Al
3+/ (Mg
2++ Al
3+) ratio of amount of substance, 0.29≤x≤0.36; M is interlayer crystalline water molecules number, 0.5≤m≤1; A
2-for phenolphthalein or its analogue ion.
2. the preparation method of supramolecular structure phenolphthalein according to claim 1 or its analogue intercalation ultraviolet blocking material, is characterized in that, its concrete preparation process is:
A. compound concentration is the nitrate radical Intercalated precursor suspension of 0.02-0.2mol/L;
B. phenolphthalein or its analogue are dissolved in removing CO
2deionized water in be mixed with the solution that concentration is 0.04-0.4mol/L, be 11-12 by NaOH regulator solution pH value;
C. under nitrogen protection; the solution of step B is joined short mix in the suspension of steps A; in phenolphthalein or its analogue and nitrate radical Intercalated precursor, nitrate radical mole number ratio is (1-4): 1; under nitrogen protection, rapid stirring, at 60-100 DEG C of temperature; preferred 80-95 DEG C; crystallization 6-18 hour, filter, wash, drying obtains supramolecular structure phenolphthalein or its analogue intercalation ultraviolet blocking material.
3. preparation method according to claim 2, is characterized in that, the structural formula of described nitrate radical Intercalated precursor is [Mg
2+ 1-xal
3+ x(OH)
2]
x+(NO
3 -)
xmH
2o, wherein x is Al
3+/ (Mg
2++ Al
3+) ratio of amount of substance, 0.29≤x≤0.36; M is interlayer crystalline water molecules number, 0.5≤m≤1.
4. the supramolecular structure phenolphthalein prepared according to the method in claim 2 or 3 or its analogue intercalation ultraviolet blocking material are as the application of the ultraviolet-resistant agent of pitch, plastics, rubber.
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| CN109897226A (en) * | 2019-02-19 | 2019-06-18 | 安庆北化大科技园有限公司 | The calcium carboxylate intercalation ultraviolet blocking material of supramolecular structure, preparation method, application |
| CN112625302A (en) * | 2020-12-20 | 2021-04-09 | 北京化工大学 | Preparation method of ultraviolet barrier material with PPN @ LDHs composite supermolecular structure |
| CN115232485A (en) * | 2022-07-13 | 2022-10-25 | 塔里木大学 | Leech Dan Ziwai barrier material and preparation method and application thereof |
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105347310A (en) * | 2015-11-23 | 2016-02-24 | 北京化工大学 | Method for preparing high-purity calcium-based hydrotalcite |
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| CN107022115B (en) * | 2017-05-10 | 2019-08-13 | 北京化工大学 | A kind of intercalated houghite anti-ultraviolet ageing agent for rubber and preparation method thereof and application method |
| CN109897226A (en) * | 2019-02-19 | 2019-06-18 | 安庆北化大科技园有限公司 | The calcium carboxylate intercalation ultraviolet blocking material of supramolecular structure, preparation method, application |
| CN112625302A (en) * | 2020-12-20 | 2021-04-09 | 北京化工大学 | Preparation method of ultraviolet barrier material with PPN @ LDHs composite supermolecular structure |
| CN112625302B (en) * | 2020-12-20 | 2022-06-14 | 北京化工大学 | Preparation method of ultraviolet barrier material with PPN @ LDHs composite supermolecular structure |
| CN115232485A (en) * | 2022-07-13 | 2022-10-25 | 塔里木大学 | Leech Dan Ziwai barrier material and preparation method and application thereof |
| CN115232485B (en) * | 2022-07-13 | 2023-11-07 | 塔里木大学 | Vermiculite ultraviolet blocking material and preparation method and application thereof |
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